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Methyl 3-aminocrotonate

CAS No.
14205-39-1
Chemical Name:
Methyl 3-aminocrotonate
Synonyms
Methyl (Z)-3-Aminobut-2-enoate;3-Aminocrotonate;(Z)-Methyl 3-aMinobut-2-enoate;methyl (E)-3-aminobut-2-enoate;3-Amino-but-2-enoic acid methyl ester;PALO-012;Nifedipine-4;Methyl 3-aminocroton;Methyl 3-aminocrotote;Nifedipine Impurity 5
CBNumber:
CB2222855
Molecular Formula:
C5H9NO2
Molecular Weight:
115.13
MDL Number:
MFCD00071534
MOL File:
14205-39-1.mol
MSDS File:
SDS
Last updated:2024-12-18 14:07:02

Methyl 3-aminocrotonate Properties

Melting point 81-83 °C(lit.)
Boiling point 112°C 42mm
Density 1.1808 (rough estimate)
vapor pressure 2.79-2.853hPa at 25℃
refractive index 1.4538 (estimate)
Flash point 91 °C
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility 18g/l
form Crystalline Powder
pka 5.27±0.70(Predicted)
color White to slightly yellow
PH 8-9 (18g/l, H2O, 20℃)
Water Solubility insoluble
Sensitive Hygroscopic
BRN 956592
InChIKey XKORCTIIRYKLLG-ONEGZZNKSA-N
LogP -0.27 at 25℃
CAS DataBase Reference 14205-39-1(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII D0M0GH0040
EPA Substance Registry System 2-Butenoic acid, 3-amino-, methyl ester (14205-39-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H317-H318
Precautionary statements  P280-P301+P312+P330-P302+P352-P305+P351+P338+P310
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  37/39-26-24/25
WGK Germany  3
RTECS  EM9092500
TSCA  Yes
HS Code  29224995
NFPA 704
1
2 0

Methyl 3-aminocrotonate price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 129712 Methyl 3-aminocrotonate 97% 14205-39-1 100g $54.6 2024-03-01 Buy
Sigma-Aldrich 129712 Methyl 3-aminocrotonate 97% 14205-39-1 500g $54.8 2024-03-01 Buy
TCI Chemical A1001 Methyl 3-Aminocrotonate >98.0%(T) 14205-39-1 25g $16 2024-03-01 Buy
TCI Chemical A1001 Methyl 3-Aminocrotonate >98.0%(T) 14205-39-1 500g $90 2024-03-01 Buy
Alfa Aesar B24953 Methyl 3-aminocrotonate, 97% 14205-39-1 500g $95.3 2024-03-01 Buy
Product number Packaging Price Buy
129712 100g $54.6 Buy
129712 500g $54.8 Buy
A1001 25g $16 Buy
A1001 500g $90 Buy
B24953 500g $95.3 Buy

Methyl 3-aminocrotonate Chemical Properties,Uses,Production

Chemical Properties

Crystals, yellowish-white

Uses

Methyl 3-aminocrotonate (Methyl 3-amino-2-butenoate) was used to synthesize 4-aryl-1,4-dihydropyridines possessing potential calcium channel blocking activity.

Uses

Methyl 3-aminocrotonate is used as intermediate for the syntheses of pharmaceuticals (e.g. 1,4-dihydropyridine derivatives) as well as for the manufacture of stabilizers and plastics. Product Data Sheet

Uses

Nitrendipine (N490150) metabolite. The pharmacokinetics of Nitrendipine was studied in the rat and 6 major metabolites were identified.

Application

Methyl 3-aminocrotonate reacts with benzene to form the corresponding E-2-phenyliodonio tosylate in good yield. This new alkenyl iodonium salt upon reaction with various nucleophiles offers an easy access to substituted enamine derivatives of crotonic acid. The reaction can be also extended to N-substituted crotonates[1].

Preparation

3-Aminocrotonate Esters, e.g., methyl 3- aminocrotonate [14205-39-1] (3-amino-2-butenoic acid, methyl ester) can be prepared by treatment of acetoacetates with aqueous ammonia. They are mainly used in the production of a series of the dihydropyridine-type calcium antagonists.

General Description

Methyl 3-aminocrotonate undergoes waste-free solid-state cascade reaction with crystalline ninhydrin.

Flammability and Explosibility

Not classified

References

[1] IOANNIS PAPOUTSIS; Anastasios V ?; Spyros Spyroudis ?. Reactivity of a new alkenyl phenyliodonium tosylate derived from methyl 3-aminocrotonate[J]. Tetrahedron, 1998. DOI:10.1016/S0040-4020(97)10354-4.

105-45-3
14205-39-1
Synthesis of Methyl 3-aminocrotonate from Methyl acetoacetate
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View Lastest Price from Methyl 3-aminocrotonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methyl 3-aminocrotonate pictures 2024-11-27 Methyl 3-aminocrotonate
14205-39-1
US $10.00 / KG 1KG 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
Methyl 3-aminocrotonate pictures 2024-11-18 Methyl 3-aminocrotonate
14205-39-1
US $0.00 / kg 1kg 99% 2 ton HUBEI VITORCOME PHARMACEUTICAL CO.,LTD
Methyl 3-aminocrotonate pictures 2024-04-15 Methyl 3-aminocrotonate
14205-39-1
US $0.00 / kg 1kg 99% 10000kg Shaanxi TNJONE Pharmaceutical Co., Ltd
METHYL-BETA-AMINOCROTONATE METHYL 4-AMINOCROTONATE METHYL 3-AMINOCROTONATE METHYL 3-AMINO-2-BUTENOATE AMINOCROTONIC ACID METHYL ESTER 3-AMINOCROTONATE METHYL ESTER 3-AMINOCROTONIC ACID METHYL ESTER 3-AMINO-2-BUTENOIC ACID METHYL ESTER 3-amino-2-butenoicacimethylester 3-amino-crotonicacimethylester beta-Iminomethylbutyrate beta-aminocrotonicacidmethylester methyl3-aminocrotonoate methyl 3-amino-trans-but-2-enoate 2-Butenoic acid, 3-amino-, methyl ester Methyl β-aminobutenate Methyl 3-iminobutyrate Crotonic acid, 3-amino-, methyl ester (1-Aminoethylidene)acetic acid methyl 3-Amino-2-butenoic acid methyl Methyl 3-aminocrotonate,97% Methyl 3-aminocroton Methyl 3-aMinocrotonate, 97% 100GR Methyl 3-aMinocrotonate, 97% 500GR Methyl 3-AMino-2-butenenoate 3-Amino-2-butenoic Acid Methyl Ester 3-Aminocrotonic Acid Methyl Ester Methyl 3-Amino-2-butenoate Methyl 3-aminocrotonate 97% Methyl 3-Aminocrotonate Methyl 3-Amino-2-butenoate 3-Amino-2-butenoic Acid Methyl Ester Methyl 3-aminocrotote Divalproex Sodium Impurity 4 Nifedipine-4 3-Methyl 3-aminocrotonate Nifedipine Impurity D Control Methyl 3-aminocrotonate fiona Methyl3-Aminocrotonate> -amino-methyl cromarate Nifedipine Impurity 16 (Methyl 3-aminocrotonate) MEHYL 3-AMINOCROTONATE Azilsartan medoxomil impurity305 Nifedipine impurity D (EP) PALO-012 Nifedipine Impurity 5 3-Amino-but-2-enoic acid methyl ester (Z)-Methyl 3-aMinobut-2-enoate methyl (E)-3-aminobut-2-enoate Methyl (Z)-3-Aminobut-2-enoate 3-Aminocrotonate Methyl Β-Aminobutenate Methy1 3-aminocrotonate Nifedipine Impurity (Methyl 3-aminocrotonate) Nifedipine Impurity 57 Cilnidipine Impurity 43 14205-39-1 14205-23-0 14205-34-1 14205-79-1 CH3CNH2CHCOOCH3 Aromatic Amino Acids